Rarely available at this scale, this substantial Fort Hill three-family offers 15 bedrooms, 6 bathrooms, nearly 5,750 square feet of rentable living area, strong in-place income, and a current 6.76% cap rate in one of Boston’s most strategically located rental markets. Each of the three expansive residences features 5 bedrooms and 2 full bathrooms, with renovated kitchens and 2 full bathrooms and the added convenience of in-unit laundry. Fully leased through August 31, 2027, the property currently generates $16,725 per month and $200,700 in annual gross rental income, providing immediate, stabilized cash flow with a projected 7.28% cap rate by September 1, 2027. Ideally positioned in historic Fort Hill, the property combines neighborhood character with exceptional access to some of Boston’s largest employment, educational, and medical centers. Located between the Jackson Square and Roxbury Crossing Orange Line stations, with additional public transportation nearby, the property offers convenient connectivity throughout Boston and is close to Northeastern University, Wentworth, MassArt, and the Longwood Medical and Academic Area. Longwood, just down the road, is home to Brigham and Women’s Hospital, Boston Children’s Hospital, Beth Israel Deaconess Medical Center, Dana-Farber Cancer Institute, Harvard Medical School, and numerous other healthcare, research, and academic institutions. With three large 5-bedroom residences, renovated interiors, in-unit laundry, strong existing income, long-term leases, and proximity to transit, universities, and Longwood, this is a compelling opportunity to acquire a stabilized, high-capacity income-producing asset in a well-connected Boston neighborhood.
For sale
Price cut: $25K (10/14)
$2,450,000
83-85 Highland St, Roxbury, MA 02119
15beds
5,748sqft
3 Family
Built in 1900
-- sqft lot
$-- Zestimate®
$426/sqft
$-- HOA
What's special
In-unit laundryRenovated kitchensThree expansive residences
- 46 days
- 130
- 3
Zillow last checked:
Listing updated:
Listed by:
Mission Realty Advisors 617-942-1609,
Compass 617-752-6845
Source: MLS PIN,MLS#: 73577201
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 15
- Bathrooms: 6
- Full bathrooms: 6
Heating
- Natural Gas
Cooling
- Central Air, Window Unit(s)
Appliances
- Included: Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Features
- Storage, Stone/Granite/Solid Counters, Bathroom with Shower Stall, Bathroom With Tub, Smart Thermostat, Open Floorplan, Living Room, Kitchen
- Flooring: Wood, Hardwood
- Basement: Dirt Floor
- Has fireplace: No
Interior area
- Total structure area: 5,748
- Total interior livable area: 5,748 sqft
- Finished area above ground: 5,748
Property
Parking
- Parking features: On Street
- Has uncovered spaces: Yes
Lot
- Size: 1,931 Square Feet
- Features: Corner Lot
Details
- Parcel number: 3395226
- Zoning: 0013
Construction
Type & style
- Home type: MultiFamily
- Property subtype: 3 Family
Materials
- Brick
- Foundation: Concrete Perimeter
- Roof: Rubber
Condition
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Public Transportation, Shopping, Park, Public School
Location
- Region: Roxbury
Financial & listing details
- Price per square foot: $426/sqft
- Tax assessed value: $730,000
- Annual tax amount: $12,776
- Date on market: 9/15/2026
- Total actual rent: 16725
Estimated market value
Not available
Estimated sales range
Not available
$5,197/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/14/2026 | Price change | $2,450,000-1%$426/sqft |
Source: MLS PIN #73577201 Report a problem | ||
| 9/15/2026 | Listed for sale | $2,475,000+80%$431/sqft |
Source: MLS PIN #73577201 Report a problem | ||
| 10/22/2019 | Sold | $1,375,000+4483.3%$239/sqft |
Source: Public Record Report a problem | ||
| 2/28/1992 | Sold | $30,000$5/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $722,100 -4.6% |
| 2024 | -- | $756,700 -2% |
| 2023 | -- | $772,500 +6.2% |
| 2022 | -- | $727,500 -1% |
| 2021 | -- | $734,700 +1.6% |
| 2020 | -- | $722,800 +0.8% |
| 2019 | -- | $717,000 +6.9% |
| 2018 | $2,235 | $670,500 +5.1% |
| 2017 | $2,235 | $638,000 +19.1% |
| 2016 | -- | $535,500 +28.6% |
| 2015 | -- | $416,500 +58.1% |
| 2011 | -- | $263,500 -2% |
| 2010 | -- | $269,000 -8.3% |
| 2009 | -- | $293,500 +6.3% |
| 2008 | -- | $276,000 +2% |
| 2007 | -- | $270,500 |
Find assessor info on the county website
Monthly payment
Est. payment





